D-Phenylalanine

Athanor · official

C₉H₁₁NO₂ · 165.19 g/mol

IUPAC name: (2R)-2-amino-3-phenylpropanoic acid

Amino acids

Open in Athanor

Drawn from its SMILES with RDKit

WarningCauses skin irritation · Causes serious eye irritation · May cause respiratory irritation

Names and identifiers

IUPAC name: (2R)-2-amino-3-phenylpropanoic acid
Synonyms: (2R)-2-amino-3-phenylpropanoic acid, Sabiden, D-Phe
+ 35 more
Alanine, phenyl-, D-, D-(+)-Phenylalanine, D-alpha-Amino-beta-phenylpropionic acid, NCI-C60195, CCRIS 6267, EINECS 211-603-5, UNII-032K16VRCU, NSC 25005, (R)-PHENYLALANINE, PHENYLALANINE, D-, DTXSID4025876, CHEBI:16998, D-PHENYLALANINE [WHO-DD], D-.beta.-Phenyl-.alpha.-alanine, NSC-25005, D-phenylalanine zwitterion, CHEBI:57981, (2R)-2-ammonio-3-phenylpropanoate, D-beta-Phenyl-alpha-alanine, RefChem:130662, D-a-Amino-b-phenylpropionate, DTXCID605876, (R)-(+)-PHENYLALANINE, D-a-Amino-b-phenylpropionic acid, D-alpha-Amino-beta-phenylpropionate, D-ALPHA-AMINOHYDROCINNAMIC ACID, D-BETA-PHENYL-ALPHA-AMINOPROPIONIC ACID, (2R)-2-amino-3-phenylpropanoic acid;D-phenylalanine, COLNVLDHVKWLRT-MRVPVSSYSA-N, H-D-Phe-OH, Phenylalanine D-form, (R)-2-Amino-3-phenylpropionic acid, (R)-2-AMINO-3-PHENYLPROPANOIC ACID, MFCD00004270, Phenylalanine,d-
Molecular formula: C₉H₁₁NO₂
Empirical formula: C₉H₁₁NO₂
Molecular weight: 165.19 g/mol
Exact mass: 165.07898
CAS number: 673-06-3
PubChem CID: 71567
Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)N
Isomeric SMILES: C1=CC=C(C=C1)C[C@H](C(=O)O)N
InChI: InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1
InChIKey: COLNVLDHVKWLRT-MRVPVSSYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

TemperaturePressureDensity

Appearance: D-phenylalanine appears as needles or prisms. (NTP, 1992)[1]
Melting point: 283 to 284 °C (541 to 543 °F) (Decomposes) (NTP, 1992)[1]
Boiling point: 295 °C (563 °F) at 760 mmHg (Sublimes) (NTP, 1992)[1]
Solubility in water: Soluble (NTP, 1992)[1]

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 12
Rings: 1
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.22
H-bond donors: 2
H-bond acceptors: 2 computed here · PubChem 3
Rotatable bonds: 3
TPSA (Å²): 63.3
Formal charge: 0
XLogP3: -1.5 PubChem
Complexity: 153 PubChem
Stereocenters: 1 definedCIP: C2: R
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C65.44%
H6.71%
N8.48%
O19.37%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 0.64 Crippen (Wildman and Crippen 1999)
log S (water solubility): -1.44 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 1.88 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 165.19
log P ≤ 5 (Crippen): 0.64
H-bond donors ≤ 5: 2
H-bond acceptors ≤ 10: 2

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 15 company reports to ECHA. Source [2].

Harmful or irritant

H315Causes skin irritation (13.3% of reports)
H319Causes serious eye irritation (13.3% of reports)
H335May cause respiratory irritation (13.3% of reports)

Precautionary statements: P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

View all classifications (2)

[2] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 80% (12 of 15) of all reports.
[2] European Chemicals Agency (ECHA) · 15 reports · WarningH315, H319, H335

First aid

Eyes: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. Immediately transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. Skin: Immediately flood affected skin with water while removing and isolating all contaminated clothing.[1]

Safety data sheets on the supplier’s page: Enamine, Thermo Fisher Scientific, Combi-Blocks.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]CAMEO Chemicals · Public domain (NOAA) · via PubChem · retrieved 2026-10-14
[2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[3]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
[4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[5]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.